I’ve also played with Turbo Tax a bit and it too seems to direct you to first enter Schedule C type of self employment business income/activity before allowing you to enter a home office deduction.If the implication of #1 only was to have it all on a Schedule E, I don’t see a substantive impact or concern.

They purchased the cabin as a long-term play, fully realizing they will be in the red for the first few years. 

That's how this game is played.

I’m specifically curious about paths like:Larger multifamily acquisitionsSyndicationsBuild-to-rent communitiesSpec home programs at scaleBigger development plays where one project replaces 20+ flipsWhat changed for you?

Many Midwest markets are attractive right now because lower purchase prices combined with stable rents can produce stronger day-one cash flow and less dependence on appreciation, which tends to fit 1031 goals better than higher-cost Sunbelt plays.

The beautiful thing about the cost segregation is that the cost seg company will give you a breakdown of what the cost seg study will cost and the likely benefit of the study before you have to pay for it, so it's a win, then play scenario.

Most posts about rent growth plays show the upside without budgeting the real cost of getting there.

If you play this patiently, you’ll be way ahead by 25.

That's interesting to know that from the lending perspective; I'd love to share information on a current value add play here in St Louis to see what the lender POV is

Better play is finding SFR properties with deed restrictions that limit development, then working with the city to get those lifted or modified.